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Merck
CN

SMB00182

Eudesmine

≥95% (LC/MS-ELSD)

Synonym(s):

Eudesamin, Eudesmin

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About This Item

Empirical Formula (Hill Notation):
C22H26O6
CAS Number:
526-06-7
Molecular Weight:
386.44
NACRES:
NA.25
PubChem Substance ID:
329824848
UNSPSC Code:
12352205
MDL number:
MFCD00274496

Key Documents

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Product Name

Eudesmine, ≥95% (LC/MS-ELSD)

InChI

1S/C22H26O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-28-22(16(15)12-27-21)14-6-8-18(24-2)20(10-14)26-4/h5-10,15-16,21-22H,11-12H2,1-4H3/t15-,16-,21+,22+/m1/s1

SMILES string

COc1ccc(cc1OC)[C@@H]2OCC3C2CO[C@H]3c4ccc(OC)c(OC)c4

InChI key

PEUUVVGQIVMSAW-DJDZNOHASA-N

assay

≥95% (LC/MS-ELSD)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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Biochem/physiol Actions

Eudesmin is a component of a Brazilian folk medicine that has been used for blood pressure reduction. Eudesmin also is an inhibitor of TNF-alpha production and T cell proliferation.
Found in the Rutaceae family that has estrogenic and sedative effects.

General description

Natural product derived from plant source.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
122228152V
122228-152V

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Yoo Jung Yang et al.
Archives of pharmacal research, 29(12), 1114-1118 (2007-01-18)
(+)-Eudesmin [4,8-bis(3,4-dimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane] was isolated from the stem bark of Magnolia kobus DC. var. borealis Sarg. and found to have neuritogenic activity. 50 microM (+)-eudesmin induced neurite outgrowth and enhanced nerve growth factor (NGF)-mediated neurite outgrowth from PC12 cells. At this
J Y Cho et al.
Archives of pharmacal research, 22(4), 348-353 (1999-09-18)
Possible antiinflammatory effects of eudesmin were examined by assessing the effects on tumor necrosis factor (TNF)-alpha production and lymphocyte proliferation as well as cytotoxicity against murine and human macrophages. The compound significantly inhibited TNF-alpha production by lipopolysaccharide (LPS)-stimulated murine macrophage
Ria Park et al.
Pharmaceutics, 13(2) (2021-02-05)
Eudesmin, fargesin, epimagnolin A, magnolin, and yangambin are tetrahydrofurofuranoid lignans with various pharmacological activities found in Magnoliae Flos. The inhibition potencies of eudesmin, fargesin, epimagnolin A, magnolin, and yangambin on six major human uridine 5'-diphospho-glucuronosyltransferase (UGT) activities in human liver
H Kasahara et al.
Phytochemistry, 44(8), 1479-1482 (1997-04-01)
Microbial transformation of (+/-)-eudesmin by Aspergillus niger was investigated. Enantioselective accumulation of (--)-pinoresinol was shown through O-demethylation of (+/-)-eudesmin. This fungus O- demethylated both enantiomers of eudesmin, but the conversion rates for each enantiomer were clearly different.
C L Cantrell et al.
Journal of agricultural and food chemistry, 53(20), 7741-7748 (2005-09-30)
Bioassay-guided fractionation of the hexane/ethyl acetate/water (H/EtOAc/H2O) crude extract of the aerial parts of Haplophyllum sieversii was performed because of preliminary screening data that indicated the presence of growth inhibitory components against Colletotrichum fragariae, Colletotrichum gloeosporioides, and Colletotrichum acutatum. Fractionation
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